Parker decides to change a few things his life. First on his list is to spend a night with Annie.

In a remake of the film Cape Fear, tough guy Brad Penny saves Parker's life and tries to befriend him. Parker becomes suspicious and vows to never let Brad get to him.

Shelly tries to get her first kiss, and she sets her eyes on Brad Penny. Parker tries to stop her from completing her mission.

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Love is in the air as Kohler plans to win over Ms. Musso's heart, Ms. Musso meets a handsome stranger, Mikey meets a new girl, and Jerry tries to win over Shelly.

After being left out of everything, Jerry goes on a quest to become cool.

While working together, Kubiak develops a crush on Annie.

Kohler is interested in the mother of the boy that Kubiak is babysitting. Annie tries to fix them up.

Mr. Lewis expects Parker to take over the family business once he's older.

Coach Kohler takes over the guy's hangout.

Parker's father wrecks the classic car that Parker just bought.

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Parker's nemesis Brad Penny returns and gets back into school and takes over the poetry class. Jerry gets a job at the diner.

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Mikey has a problem with writer's block which may cause him to attend summer school. Everyone gives him help by pitching story ideas, one of which takes on the style of the old Parker Lewis Can't Lose.

Parker is having an unusually lucky day until Mikey introduces him to his new girlfriend. A girl Parker once met at summer camp two years ago and whom broke his heart. Jerry tries to make a commercial for the diner that Kohler likes.

Much to Kohler's dismay, Grace gets married to a man with a six-figure salary; however the bridegroom drops dead soon afterward.

Parker must double-date with Shelley on Prom night, when his parents decide Shelley is a little young to be attending. At the event Shelley turns up missing just as his parents arrive.

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Jerry gets move into the A.S.A.P. program which makes him a senior, when he gets a B+ on his first test he freaks out, drops out and starts laying bricks. Grace has a recurring dream about The Scarlet Letter.

Kube gets invited to a movie party but trouble ensues when he invites Kohler to tag along.